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Tellimagrandin II information


Tellimagrandin II
Chemical structure of tellimagrandin II
Names
Systematic IUPAC name
(11aR,13S,14R,15S,15aR)-2,3,4,5,6,7-Hexahydroxy-9,17-dioxo-9,11,11a,13,14,15,15a,17-octahydrodibenzo[g,i]pyrano[3,2-b][1,5]dioxacycloundecine-13,14,15-triyl tris(2,3,4-trihydroxybenzoate)
Other names
Tellimagrandin II
Eugeniin
Identifiers
CAS Number
  • 58970-75-5 checkY=
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:4916 ☒N
ChEMBL
  • ChEMBL450745 ☒N
PubChem CID
  • 442679
InChI
  • InChI=1S/C41H30O26/c42-15-1-10(2-16(43)26(15)50)36(57)65-34-33-23(9-62-39(60)13-7-21(48)29(53)31(55)24(13)25-14(40(61)64-33)8-22(49)30(54)32(25)56)63-41(67-38(59)12-5-19(46)28(52)20(47)6-12)35(34)66-37(58)11-3-17(44)27(51)18(45)4-11/h1-8,23,33-35,41-56H,9H2/t23-,33-,34+,35-,41+/m1/s1
SMILES
  • C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6C7=C(C(=C(C=C7C(=O)O1)O)O)O)O)O)O
Properties
Chemical formula
C41H30O26
Molar mass 938.66 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Tellimagrandin II is the first of the ellagitannins formed from 1,2,3,4,6-pentagalloyl-glucose. It can be found in Geum japonicum and Syzygium aromaticum (clove).[1]

Tellimagrandin II is an isomer of punicafolin or nupharin A, but the hexahydroxydiphenoyl group is not attached to the same hydroxyl groups in the glucose molecule.

The compound shows anti-herpesvirus properties.[1]

  1. ^ a b Purification and Characterization of Eugeniin as an Anti-herpesvirus Compound from Geum japonicum and Syzygium aromaticum. Masahiko Kurokawa, Toyoharu Hozumi, Purusotam Basnet, Michio Nakano, Shigetoshi Kadota, Tuneo Namba, Takashi Kawana and Kimiyasu Shiraki, JPET, February 1, 1998 vol. 284 no. 2, pages 728-735 (article)

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Tellimagrandin II

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Tellimagrandin II is the first of the ellagitannins formed from 1,2,3,4,6-pentagalloyl-glucose. It can be found in Geum japonicum and Syzygium aromaticum...

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Tellima

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Ellagitannins are chemical compounds that have potential antiviral activity. Tellimagrandin II, the first of the ellagitannins, formed from pentagalloyl glucose...

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Tellimagrandin I

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hexahydroxydiphenyl groups bound to a glucose residue. It differs from Tellimagrandin II only by a hydroxyl group instead of a third galloyl group. It is also...

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Ellagitannin

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Grandinin Oenothein B from Willowherbs (Epilobium spp.) Roburin A Tellimagrandin II Terflavin B Vescalagin Pomegranate ellagitannins, many compounds Punicalagin...

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Cornusiin E

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Cornusiin E is a dimeric derivative of tellimagrandin II found in Tellima grandiflora. Niemetz, R; Gross, GG (December 2003). "Ellagitannin biosynthesis:...

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Nupharin A

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attached to a glucose residue. It is an isomer of punicafolin and tellimagrandin II. Tannins and Related Compounds. LXXV. : Isolation and Characterization...

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Polyphenol

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An example of a synthetically achieved small ellagitannin, tellimagrandin II, derived biosynthetically and sometimes synthetically by oxidative joining...

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C41H30O26

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refer to: Nupharin A, an ellagitannin Punicafolin, an ellagitannin Tellimagrandin II, an ellagitannin This set index page lists chemical structure articles...

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Casuarictin

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acid unit linked to a glucose molecule. The molecule is formed from tellimagrandin II, itself formed from pentagalloyl glucose via oxidation. Casuarictin...

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Castalagin

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6-pentagalloyl-glucose and further elaborated via oxidative dehydrogenation (tellimagrandin II and casuarictin formations). After conversion of casuarictin to pedunculagin...

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Dictionary of natural phenols and polyphenols molecular formulas

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Stenophyllanin A 934.107615 C41H28O26 Casuarictin, others 936.086881 C41H30O26 Tellimagrandin II, others 938.102531 C41H32O26 Pentagalloyl glucose 940.118181 C41H28O27...

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Punicafolin

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(pomegranate) and in Phyllanthus emblica. Punicafolin is an isomer of tellimagrandin II and nupharin A, but the hexahydroxydiphenoyl group is not attached...

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Casuarinin

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6-pentagalloyl-glucose and further elaborated via oxidative dehydrogenation (tellimagrandin II and casuarictin formations). After conversion of casuarictin to pedunculagin...

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Carbonic anhydrase inhibitor

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punicalagin, granatin B, gallagyldilactone, casuarinin, pedunculagin and tellimagrandin I, are carbonic anhydrase inhibitors. Supuran CT, Scozzafava A, Conway...

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